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. 2013 Aug 19;11(8):3015–3024. doi: 10.3390/md11083015

Table 1.

NMR spectral data for bouillonamide (1) at 400 MHz (1H) and 100 MHz (13C) in CDCl3.

Unit Position δH, mult. (J in Hz) δC HMBC
Mmaha 1 175.7 s
2 2.34 m 42.3 d C-1, C-7
3 1.68 m 36.9 t
1.27 m
4 1.93 m 29.3 t
1.69 m
5 4.89 m 109.6 d
6 6.64 d (13.4) 130.5 d C-4, C-5, C-8, C-9
7 1.19 d (7.1) 20.5 q C-1, C-2, C-3
8 NMe 3.08 s 29.7 q C-5, C-6, C-9
Mhha 9 171.3 s
10 2.44 m 39.5 t C-9, C-11, C-12, C-16
2.44 m C-9, C-11, C-12, C-16
11 2.03 m 28.0 d
12 1.64 m 40.5 t C-10, C-1, C-13, C-14, C-15, C-16
1.52 m C-10, C-1, C-13, C-14, C-16
13 4.96 m 76.6 d C-15
14 1.85 m 25.9 t
1.62 m
15 0.94 t (7.4) 9.2 q C-13, C-14
16 0.94 m 20.6 q C-10, C-11, C-12
NMe-Phe-1 17 169.5 s
18 4.31 dd (11.5, 3.8) 61.4 d C-17, C-19, C-26, C-27
19 3.28 m 36.1 t C-18, C-20, C-21/25
2.90 m C-18, C-20, C-21/25
20 136.5 s
21/25 7.13 m 129.5 d
22/24 7.35 m 128.8 d
23 7.06 m 127.4 d
26 NMe 2.91 s 30.9 q C-18, C-27
NMe-Thr 27 171.3 s
28 4.54 d (4.7) 57.7 d C-29, C-30, C-31
29 3.85 m 67.8 d
OH 3.34 d (4.7) C-29, C-30
30 0.84 d (6.2) 19.9 q C-28, C-29
31 NMe 2.79 s 32.8 q C-32, C-28
NMe-Phe-2 32 170.4 s
33 5.49 dd (8.4, 5.6) 56.4 d C-32, C-34, C-41, C-42
34 3.28 m 35.3 t C-32, C-33, C-35, C-36/40, C-42
2.90 m C-32, C-33, C-35, C-36/40, C-42
35 138.0 s
36/40 7.23 m 129 5 d
37/39 7.35 m 129.3 d
38 7.24 m 127.7 d
41 NMe 3.10 s 31.3 q C-33, C-42
Val 42 172.1 s
43 4.86 dd (8.6, 3.0) 52.8 d C-42, C-44, C-45, C-46
44 1.96 m 31.2 d
45 0.74 d (6.7) 16.4 q C-43, C-44, C-46
46 0.95 d (6.8) 20.6 q C-43, C-44, C-45
NH 6.02 d (8.6) C-42, C-1